Litcius/Paper detail

Tris(pentafluoroethyl)difluorophosphorane: A Versatile Fluoride Acceptor for Transition Metal Chemistry

Steffen A. Föhrenbacher, Mirjam J. Krahfuß, Ludwig Zapf, Alexandra Friedrich, Nikolai V. Ignat’ev, Maik Finze, Udo Radius

2020Chemistry - A European Journal19 citationsDOIOpen Access PDF

Abstract

Abstract Fluoride abstraction from different types of transition metal fluoride complexes [L n MF] (M=Ti, Ni, Cu) by the Lewis acid tris(pentafluoroethyl)difluorophosphorane (C 2 F 5 ) 3 PF 2 to yield cationic transition metal complexes with the tris(pentafluoroethyl)trifluorophosphate counterion ( FAP anion, [(C 2 F 5 ) 3 PF 3 ] − ) is reported. (C 2 F 5 ) 3 PF 2 reacted with trans ‐[Ni( i Pr 2 Im) 2 (Ar F )F] ( i Pr 2 Im=1,3‐diisopropylimidazolin‐2‐ylidene; Ar F =C 6 F 5 , 1 a ; 4‐CF 3 ‐C 6 F 4 , 1 b ; 4‐C 6 F 5 ‐C 6 F 4 , 1 c ) through fluoride transfer to form the complex salts trans ‐[Ni( i Pr 2 Im) 2 (solv)(Ar F )] FAP ( 2 a ‐ c[solv] ; solv=Et 2 O, CH 2 Cl 2 , THF) depending on the reaction medium. In the presence of stronger Lewis bases such as carbenes or PPh 3 , solvent coordination was suppressed and the complexes trans ‐[Ni( i Pr 2 Im) 2 (PPh 3 )(C 6 F 5 )] FAP ( trans ‐2 a[PPh 3 ] ) and cis ‐[Ni( i Pr 2 Im) 2 (Dipp 2 Im)(C 6 F 5 )] FAP ( cis ‐2 a[Dipp 2 Im] ) (Dipp 2 Im=1,3‐bis(2,6‐diisopropylphenyl)imidazolin‐2‐ylidene) were isolated. Fluoride abstraction from [(Dipp 2 Im)CuF] ( 3 ) in CH 2 Cl 2 or 1,2‐difluorobenzene led to the isolation of [{(Dipp 2 Im)Cu} 2 ] 2+ 2 FAP − ( 4 ). Subsequent reaction of 4 with PPh 3 and different carbenes resulted in the complexes [(Dipp 2 Im)Cu(LB)] FAP ( 5 a – e , LB=Lewis base). In the presence of C 6 Me 6 , fluoride transfer afforded [(Dipp 2 Im)Cu(C 6 Me 6 )] FAP ( 5 f ), which serves as a source of [(Dipp 2 Im)Cu)] + . Fluoride abstraction of [Cp 2 TiF 2 ] ( 7 ) resulted in the formation of dinuclear [FCp 2 Ti(μ‐F)TiCp 2 F] FAP ( 8 ) (Cp=η 5 ‐C 5 H 5 ) with one terminal fluoride ligand at each titanium atom and an additional bridging fluoride ligand.

Topics & Concepts

ChemistryFluorideLewis acids and basesTransition metalTrisMedicinal chemistryCationic polymerizationCounterionMetalAcceptorCatalysisStereochemistryInorganic chemistryPolymer chemistryOrganic chemistryIonCondensed matter physicsBiochemistryPhysicsFluorine in Organic ChemistryInorganic Fluorides and Related CompoundsCarbon dioxide utilization in catalysis